Malodor counteracting ingredients

ABSTRACT

The various aspects presented herein relate to the perfumery industry. More particularly, the various aspects presented herein relate to malodor counteracting compositions and/or ingredients, methods for counteracting malodors, as well as to the perfumed articles or perfuming compositions comprising as an active ingredient, at least one compound selected 5 from the group consisting of: 1-(2-methyl-4-tricyclo[5.2.1.0 1,5 ]decanyl)ethyl acetate, 1-(2,4-di-methyl-4-tricyclo[5.2.1.0 1,5 ]decanyl)ethyl acetate, 1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one, 1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over ( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo[5.2.1.0{circumflex over ( )}{1,5}]decane-4-carbaldehyde, (2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over ( )}{1,5}]decanyl)methyl acetate, 1-((3aS,6S)-10 2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one oxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime, ˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0 1,5 ]decanyl]ethylidene]hydroxylamine, (+−)-1-(2,4-dimethyltricyclo[5.2.1.0 1,5 ]dec-4-yl) ethanone, (+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate, 1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.01.˜]dec-4-yl) 15 ethanone, (E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0 1,5 ]dec-4-yl) ethanone oxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethanone oxime, (E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanone oxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate, and mixtures thereof.

CROSS REFERENCE TO RELATED APPLICATIONS

The present application is the United States national stage applicationof PCT Application No. PCT/EP2018/082121, filed Nov. 21, 2018, whichclaims priority to U.S. Provisional Application No. 62/589,862, filed onNov. 22, 2017, European Patent Application No. 18153067.6, filed on Jan.23, 2018, and U.S. Provisional Application No. 62/754,875, filed on Nov.2, 2018, the entire contents of which are hereby incorporated byreference in their entirety.

FIELD OF THE INVENTION

The various aspects presented herein relate to the perfumery industry.More particularly, the various aspects presented herein relate tomalodor counteracting compositions and/or ingredients, methods forcounteracting malodors, as well as to the perfumed articles or perfumingcompositions comprising as active ingredient, at least one compoundselected from the group consisting of:1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo[5.2.1.0{circumflexover ( )}{1,5}]decane-4-carbaldehyde,(2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)methyl acetate,1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-oneoxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime,˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)ethanone,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)ethanone,(E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanoneoxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethanone oxime,(E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanoneoxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate,and mixtures thereof.

BACKGROUND

Malodorous smells exist in many environments and are experienced in ourdaily life. Such odors are created in any environment. Malodorous smellsinclude the commercial and residential environment malodors generatedby, for example, waste products, trash receptacles, toilets, cat litter,and food handling and processing. Other examples include environmentalsources, such as latrine or bathroom (including feces or urine),laundry, kitchen and body malodors. Malodors are frequently complexmixtures of more than one malodorant compound which may typicallyinclude various amines, thiols, sulfides, short chain aliphatic andolefinic acids, e.g. fatty acids, and derivatives thereof. For example,residential or body related malodors typically include indole, skatole,and methanethiol (found in feces malodor); piperidine and morpholine(found in urine); pyridine and triethyl amine (found in kitchen andgarbage malodors); and short chain fatty acids, such as3-methyl-3-hydroxyhexanoic acid, 3-methylhexanoic acid or3-2-methyl-2-hexenoic acid, (found in axilla malodors).

Malodors are not pleasant for humans and therefore there is a constantneed for malodor counteracting (MOC) compositions and/or ingredients fordecreasing or suppressing the perception of malodors. Various approachesexist to achieve such goal with MOC compositions and/or ingredients, andinclude masking, which relates to the suppression or decrease of theperception of a malodor by various mechanisms such as, for example bythe MOC compositions and/or ingredients having an olfactory receptorantagonist activity.

The present disclosure provides MOC compositions and/or ingredientscomprising compounds that are capable of antagonizing specific receptorsof malodor targets.

SUMMARY

One aspect presented herein provides a method,

-   -   wherein the method reduces, prevents, or inhibits a subject's        perception of malodor,    -   wherein the method comprises contacting the subject with at        least one compound selected from the group consisting of:        1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,        1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,        1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,        1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decanyl)ethanone,        2,3,4-trimethyltricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decane-4-carbaldehyde,        (2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decanyl)methyl acetate,        1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one        oxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde        oxime,        ˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,        (+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanone,        (+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethylacetate,        1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)ethanone,        (E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)        ethanone oxime,        (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)        ethanone oxime,        (E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanone        oxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl        acetate, and mixtures thereof,    -   wherein the subject is contacted with the at least one compound        in an amount sufficient to reduce, prevent, or inhibit the        subject's perception of malodor.

In one aspect, the malodor contains butyric acid.

In one aspect, the malodor is selected from the group consisting of:latrine malodor, laundry malodor, and sweat malodor.

In one aspect, the amount sufficient to reduce, prevent, or inhibit thesubject's perception of malodor inhibits at least one malodor olfactoryreceptor in the subject.

In one aspect, the at least one malodor olfactory receptor is a butyricacid olfactory receptor.

One aspect presented herein provides a method

-   -   wherein the method inhibits at least one butyric acid receptor        in a subject in need thereof,    -   wherein the method comprises contacting the subject with at        least one compound selected from the group consisting of:        1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,        1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,        1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,        1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decanyl)ethanone,        2,3,4-trimethyltricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decane-4-carbaldehyde,        (2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decanyl)methyl acetate,        1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one        oxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde        oxime,        ˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,        (+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanone,        (+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethylacetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)ethanone,        (E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)        ethanone oxime,        (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)        ethanone oxime,        (E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanone        oxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl        acetate, and mixtures thereof,    -   wherein the subject is contacted with the at least one compound        in an amount sufficient to inhibit the at least one butyric acid        receptor.

In one aspect, inhibition of the at least one butyric acid olfactoryreceptor inhibits, reduces, suppresses, or inhibits the perception of amalodor in the subject.

In one aspect, the malodor comprises butyric acid.

In one aspect, the malodor is selected from the group consisting of:latrine malodor, laundry malodor, and sweat malodor.

BRIEF DESCRIPTION OF THE FIGURES

FIG. 1 shows the potency of the antagonist(E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethanoneoxime as an inhibitor of the butyric acid olfactory receptor OR51E1under highly stringent screening conditions. The black line denotes the% inhibition of the butyric acid olfactory receptor activity observedfrom cells treated with 81 μM butyric acid and the antagonist at theconcentrations indicated (EC₈₇).

FIG. 2 shows a summary of the % inhibition (efficacy) and potency (IC₅₀in −log M units) of compounds that inhibit the butyric acid olfactoryreceptor OR51E1 under highly stringent screening conditions observedfrom cells treated with compounds according to some aspects presentedherein. The structures of the compounds tested are shown to the sides ofthe figure.

DETAILED DESCRIPTION

In the following description, reference is made to specific embodimentswhich may be practiced, which is shown by way of illustration. Theseembodiments are described in detail to enable those skilled in the artto practice the invention described herein, and it is to be understoodthat other embodiments may be utilized and that logical changes may bemade without departing from the scope of the aspects presented herein.The following description of example embodiments is, therefore, not tobe taken in a limited sense, and the scope of the various aspectspresented herein is defined by the appended claims.

The Abstract is provided to comply with 37 C.F.R. § 1.72(b) to allow thereader to quickly ascertain the nature and gist of the technicaldisclosure. The Abstract is submitted with the understanding that itwill not be used to interpret or limit the scope or meaning of theclaims.

Compounds According to Some Aspects of the Present Disclosure

Some aspects described herein provide a compound selected from the groupconsisting of: 1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethylacetate, 1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo[5.2.1.0{circumflexover ( )}{1,5}]decane-4-carbaldehyde,(2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)methyl acetate,1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-oneoxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime,˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)ethanone,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)ethanone,(E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanoneoxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethanone oxime,(E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanoneoxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate,and mixtures thereof.

In some aspects, the compound according to some aspects presented hereinmay be in the form of an enantiomer, or a diastereoisomer, or a mixturethereof.

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound has the structure:

In some aspects, the compound according to some aspects presented hereinis an antagonist of a butyric acid olfactory receptor. The terms“antagonists,” “inhibitor,” “blockers,” “suppressors,” “counteractants”and “modulators” of olfactory receptors are used interchangeably torefer to inhibitory, blocking, suppressing, or modulating moleculesidentified using in vivo, ex vivo and in vitro assays for olfactorytransduction, e.g., ligands, antagonists, and their homologs andmimetics. Inhibitors are compounds that, e.g., bind to, partially ortotally block stimulation, decrease, suppress, prevent, delayactivation, inactivate, desensitize, or down regulate olfactorytransduction, e.g., antagonists. Activators are compounds that, e.g.,bind to, stimulate, increase, open activate, facilitate, enhanceactivation, sensitize, or up regulate olfactory transduction, e.g.,agonists. Modulators include compounds that, e.g., alter the interactionof a receptor with: extracellular proteins that bind activators orinhibitors (e.g., odorant-binding proteins, ebnerin and other members ofthe hydrophobic carrier family); G proteins; kinases (e.g., homologs ofrhodopsin kinase and beta adrenergic receptor kinases that are involvedin deactivation and desensitization of a receptor); and arrestins, whichalso deactivate and desensitize receptors.

The ability of compounds of the present disclosure to inhibit orantagonize a butyric acid olfactory receptor may be determined by anysuitable method readily selected by one of ordinary skill in the art,such as, for example, via an ex vivo cultured neuron assay, or via an invitro assay using a cell line that expresses a butyric acid olfactoryreceptor.

Such assays for inhibitors and activators include, e.g., expressing ORfamily members in cells or cell membranes, applying putative modulatorcompounds, in the presence or absence of malodor molecules, e.g. butyricacid, and then determining the functional effects on olfactorytransduction, as described in the Examples below. Samples or assayscomprising OR family members that are treated with a potential inhibitorare compared to control samples without the inhibitor to examine theextent of inhibition. Control samples (untreated with inhibitors, buttreated with the malodor) are assigned a relative maximal OR activityvalue of 100%. Inhibition of an OR is achieved when the normalized ORactivity value relative to the control is about 80%, optionally 50% or25-0%.

As used herein, the term “olfactory receptor”, or “OR” refers to one ormore members of a family of G protein-coupled receptors (GPCRs) that areexpressed in olfactory cells.

Olfactory receptor cells can also be identified on the basis ofmorphology or by the expression of proteins specifically expressed inolfactory cells. OR family members may have the ability to act asreceptors for olfactory transduction.

As used herein, the term “butyric acid olfactory receptor” refers to anolfactory receptor that is activated by butyric acid.

Non-limiting examples of butyric acid olfactory receptors suitable forinhibition by compounds of the present disclosure include: Olfr558 andOR51E1.

In some aspects, the compound according to some aspects presented hereininhibits the activity of the butyric acid olfactory receptor by 100%, or90%, or 80%, or 70%, or 60%, or 50%, or 40%, or 30%, or 20%, or 10%, or9%, or 8%, or 7%, or 6%, or 5%, or 4%, or 3%, or 2%.

In some aspects, the compound according to some aspects presented hereininhibits the activity of the butyric acid olfactory receptor between 90and 100%, or between 80 and 90%, or between 70 and 80%, or between 60and 70%, or between 50 and 60%, or between 40 and 50%, or between 30 and40%, or between 20 and 30%, or between 10 and 20%, or between 1 and 10%.

Methods to Counteract and/or Mask Malodors According to Some AspectsPresented Herein

Some aspects described herein provide a method of reducing, preventing,or inhibiting a subject's perception of malodor, comprising contactingthe subject with at least one compound selected from the groupconsisting of: 1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethylacetate, 1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo[5.2.1.0{circumflexover ( )}{1,5}]decane-4-carbaldehyde,(2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)methyl acetate,1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-oneoxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime,˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)ethanone,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)ethanone,(E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanoneoxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethanone oxime,(E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanoneoxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate,and mixtures thereof, in an amount sufficient to reduce, prevent, orinhibit the subject's perception of malodor.

In some aspects, the subject is contacted by treating a surface with, ordispensing at least partly in the air, the at least one compoundselected from the group consisting of:1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo[5.2.1.0{circumflexover ( )}{1,5}]decane-4-carbaldehyde,(2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)methyl acetate,1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-oneoxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime,˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanone,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)ethanone,(E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1.5)]dec-4-yl) ethanoneoxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethanone oxime,(E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanoneoxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate,and mixtures thereof.

In some aspects, the malodor is selected from the group consisting of:latrine malodor, laundry malodor, and sweat malodor. In some aspects,the malodor contains butyric acid.

In some aspects, the amount sufficient to reduce, prevent, or inhibitthe subject's perception of malodor is from 10 to 100 ppm.

In some aspects, the amount sufficient to reduce, prevent, or inhibitthe subject's perception of malodor is from 20 to 100 ppm. In someaspects, the amount sufficient to reduce, prevent, or inhibit thesubject's perception of malodor is from 30 to 100 ppm. In some aspects,the amount sufficient to reduce, prevent, or inhibit the subject'sperception of malodor is from 40 to 100 ppm. In some aspects, the amountsufficient to reduce, prevent, or inhibit the subject's perception ofmalodor is from 50 to 100 ppm. In some aspects, the amount sufficient toreduce, prevent, or inhibit the subject's perception of malodor is from60 to 100 ppm. In some aspects, the amount sufficient to reduce,prevent, or inhibit the subject's perception of malodor is from 70 to100 ppm. In some aspects, the amount sufficient to reduce, prevent, orinhibit the subject's perception of malodor is from 80 to 100 ppm. Insome aspects, the amount sufficient to reduce, prevent, or inhibit thesubject's perception of malodor is from 90 to 100 ppm.

In some aspects, the amount sufficient to reduce, prevent, or inhibitthe subject's perception of malodor is from 10 to 90 ppm. In someaspects, the amount sufficient to reduce, prevent, or inhibit thesubject's perception of malodor is from 10 to 80 ppm. In some aspects,the amount sufficient to reduce, prevent, or inhibit the subject'sperception of malodor is from 10 to 70 ppm. In some aspects, the amountsufficient to reduce, prevent, or inhibit the subject's perception ofmalodor is from 10 to 60 ppm. In some aspects, the amount sufficient toreduce, prevent, or inhibit the subject's perception of malodor is from10 to 50 ppm. In some aspects, the amount sufficient to reduce, prevent,or inhibit the subject's perception of malodor is from 10 to 40 ppm. Insome aspects, the amount sufficient to reduce, prevent, or inhibit thesubject's perception of malodor is from 10 to 30 ppm. In some aspects,the amount sufficient to reduce, prevent, or inhibit the subject'sperception of malodor is from 10 to 20 ppm.

In some aspects, the amount of the at least one compound that iseffective to inhibit the activity of malodor olfactory receptors iscalculated using the IC₅₀ value, as determined using a receptor-basedassay. In some aspects, the amount of the at least one compound that iseffective to inhibit the activity of malodor olfactory receptors rangesfrom 10 to 100 ppm in solution.

Non-limiting examples of kitchen malodor include any type of malodorpresent in a residential or commercial kitchen including, but notlimited to: kitchen garbage odors that may result from the disposal ofraw or cooked meat, fish, vegetables, fruit and/or dairy products; odorsexperienced during food preparation, especially odors generated from rawfish, raw garlic and raw onions; cooking odors, especially odorsproduced when cooking meat, fish, onion and/or garlic; the odor ofcooking oil used for frying foods; burnt odors that may originate fromthe over-cooking or burning of foods; odors originating from the kitchensink drain; odors originating from in-sink disposal units; and, odorsoriginating from a refrigerator.

Non-limiting examples of bathroom or latrine malodor include any malodortype of malodor present in a residential or public bathroom/restroomincluding, but not limited to: odors present immediately after the useof the toilet; lingering toilet odors; stale urine odor; and, moldy ormusty odors that often originate in damp areas of the bathroom such asaround the bath or shower.

Non-limiting examples of tobacco odor include the odor generated duringsmoking of cigarettes, cigars or tobacco pipes, or the stale smoke odorthat lingers after use of tobacco products in a room, or the odororiginating from an ash tray that comprises debris from cigarettes,cigars or tobacco pipes.

Non-limiting examples of pet odor include any type of odor associatedwith a domestic pet, especially a cat or a dog, and includes, but is notlimited to: fecal odors from litter boxes; urine odors from litterboxes; lingering urine odors; wet-dog odor; and, pet-bed odor.

Non-limiting examples of body malodor include any type of odor producedby the human body including, but not limited to: axillary (armpit) odor,scalp odor, foot odor and vaginal odor. “Body malodor” may also mean anodor that originates on the human body and is transferred to anothersubstrate such as a textile; this may include, for example, the odor ofworn socks, or the odor of worn sportswear.

Non-limiting examples of laundry malodor include soils such as thosefound on mechanics' clothes; food handlers, especially butchers' andkitchen workers' clothes; sewer workers' clothes; bar tenders' clothes;fire fighters' clothes; farm clothes; athletic clothing; factoryworkers' clothes; heavy machinery operators' clothes, mold, odors foundin laundry machines, and the like.

Without intending to be limited to any particular theory, residential,body, or laundry malodors are typically due to various malodor targetssuch as indole, skatole, dimethyl trisulfide, dimethyl disulfide,methanethiol, and butyric acid, found in feces malodor; piperidine andmorpholine found in urine; pyridine and triethyl amine found in kitchenand garbage malodors; and short chain fatty acids, such as3-methyl-3-hydroxyhexanoic acid, 3-methylhexanoic acid, butyric acid, or3-20 methyl-2-hexenoic acid, found in axillary malodors. As used herein,“malodor target” is meant to designate a molecular component of fecalmalodor, sweat malodor, or laundry malodor.

In some aspects, malodor target is butyric acid in the latrine malodordescribed in Lin et al, Environ. Sci. Technol., 2013, 47 (14), pp7876-7882.

In some aspects, malodor target is butyric acid in the latrine malodordescribed in Chappuis et al, Environ. Sci. Technol., 2015, 49 (10), pp6134-6140.

In some aspects, malodor target is butyric acid in the latrine malodordescribed in Yasuhara, Chemosphere, 1980, 9 (9), pp 587-592.

In some aspects, malodor target is butyric acid in the body malodordescribed in Gabbanini et al, Skin Res. & Technol, 2009, 15 (4), pp503-510.

In some aspects, malodor target is butyric acid in the body malodordescribed in Gallager et al, B. J. Dermatol., 2008, 159 (4), pp 780-791.

In some aspects, malodor target is butyric acid in the laundry malodordescribed in McQueen et al, J. Textile Inst., 2008, 99 (6), pp 515-523.

In some aspects, malodor target is butyric acid in the malodor describedin Susya et al, Atmospheric Environment, 2011, 45 (6), pp 1236-1241.

In some aspects, malodor target is butyric acid in the oral malodordescribed in Van den Velds et al, J. Dental Res., 2009, 88 (3), pp285-289.

In some aspects, the effective amount of the at least one compounddecreases, suppresses, reduces, or inhibits a subject's perception ofthe malodor by antagonizing an olfactory malodor, thereby inhibiting therelevant malodor olfactory receptor or relevant malodor olfactoryreceptors. In some aspects, the olfactory malodor receptor is a butyricacid olfactory receptor. In some aspects, the butyric acid olfactoryreceptor is OR51E1. Accordingly, in the aspects where the malodorcontains butyric acid as a malodor target, inhibition of a subject'sbutyric acid olfactory receptor may result in the reduction, prevention,or inhibition of the subject's perception of the malodor.

In some aspects, the term “contacting” refers to administering to asubject, a composition comprising the at least one compound as describedherein, wherein the administering results in dosing the subject with aneffective amount of the at least one compound. Administration may be viaany method readily selected by one of ordinary skill in the art. Methodsinclude, but are not limited to, topical administration, inhalation, andthe like. Accordingly the present disclosure contemplates formulating acomposition comprising the at least one compound as described hereinwith a suitable carrier to facilitate administering the composition theat least one compound as described herein to the subject.

Alternatively, in some aspects, the term “contacting” refers todispensing or dispersing a composition comprising the at least onecompound as described herein into a volume in need thereof, wherein thedispensing or dispersing results in dosing the subject with an effectiveamount of the at least one compound. Dispersion or dispensing of the atleast one compound as described herein may be achieved by any methodreadily selected by one of ordinary skill in the art. Examples include,but are not limited to, a spray, a nebulizer, evaporation of a solutioncontaining the at least one compound as described herein, and the like.

Accordingly the present disclosure contemplates formulating acomposition comprising the at least one compound as described hereinwith a suitable carrier to facilitate treating a surface or volume witha composition comprising the at least one compound as described hereinto the subject.

In some aspects, the term “contacting” refers to contacting a surface ofa malodor source with a composition comprising the at least one compoundas described herein, wherein the contacting results in an effectiveamount of the compound of Formula (I) being deposited on the surface. Acomposition comprising the at least one compound as described herein maybe contacted on a surface by any method readily selected by one ofordinary skill in the art. Examples include, but are not limited to, aspray, a wipe, a solution, and the like.

Products and Formulations According to Some Aspects Presented Herein

In some aspects, the present disclosure provides a perfumed consumerproduct comprising the at least one compound in an amount sufficient toreduce, prevent, or inhibit the subject's perception of malodor. In someaspects, the perfumed consumer product is selected from the groupconsisting of: air care products, home care products and laundry careproducts.

In some aspects, the perfumed consumer product comprising an effectiveamount of the at least one compound comprises a formulation selectedfrom the group consisting of: aerosol and/or water-based air freshenerspray, wick/reed air freshener, liquid electrical (plug-in) airfreshener, a solid support air freshener, gel-based air freshener,membrane-containing air freshener, bleaching, cleaning, washingdetergent powder, liquid all-purpose cleaner, specialty cleaner andliquid detergent.

It is understood by a person skilled in the art that the at least onecompound, as defined herein, may be added into composition describedherein in neat form, or in a solvent. Alternatively, the at least onecompound may first be modified, for example by entrapped with anentrapment material such as for example polymers, capsules,microcapsules, nanocapsules, liposomes, precursors, film formers,absorbents such as for example by using carbon or zeolites, cyclicoligosaccharides and mixtures thereof. Alternatively, the at least onecompound may be chemically bound to substrates which are adapted torelease the compounds upon application of an exogenous stimulus such aslight, enzymes, or the like.

Accordingly, some aspects presented herein provide a compositioncomprising:

-   -   a. at least one compound selected from the group consisting of:        1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,        1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,        1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,        1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decanyl)ethanone,        2,3,4-trimethyltricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decane-4-carbaldehyde,        (2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over        ( )}{1,5}]decanyl)methyl acetate,        1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one        oxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde        oxime,        ˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,        (+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanone,        (+−)-1-(2,4-dimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl) ethyl        acetate,        1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo[5.2.1.0^(1.)˜]dec-4-yl)        ethanone,        (E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)        ethanone oxime,        (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)        ethanone oxime,        (E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanone        oxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl        acetate, and mixtures thereof;    -   b. at least one ingredient selected from the group consisting of        a perfumery carrier and a perfumery base; and    -   c. optionally at least one perfumery adjuvant.

As used herein, the term “perfumery carrier” refers to a material whichis practically neutral from a perfumery point of view, i.e. which doesnot significantly alter the organoleptic properties of perfumingingredients. The perfumery carrier may be a liquid or a solid.

Non-limiting examples of liquid perfumery carriers include anemulsifying system, i.e. a solvent and a surfactant system, or a solventcommonly used in perfumery. A detailed description of the nature andtype of solvents commonly used in perfumery cannot be exhaustive.However, non-limiting examples solvents include dipropyleneglycol,diethyl phthalate, isopropyl myristate, benzyl benzoate,2-(2-ethoxyethoxy)-1-ethanol or ethyl citrate. For the compositionswhich comprise both a perfumery carrier and a perfumery base, othersuitable perfumery carriers than those previously specified, can be alsoethanol, water/ethanol mixtures, limonene or other terpenes,isoparaffins such as those known under the trademark Isopar® (origin:Exxon Chemical) or glycol ethers and glycol ether esters such as thoseknown under the trademark Dowanol® (origin: Dow Chemical Company).

Non-limiting examples of solid perfumery carriers include absorbing gumsor polymers, or yet encapsulating materials. Examples of such materialsmay comprise wall-forming and plasticizing materials, such as mono, di-or trisaccharides, natural or modified starches, hydrocolloids,cellulose derivatives, polyvinyl acetates, polyvinylalcohols, proteinsor pectins, or yet the materials cited in reference texts such as H.Scherz, Hydrokolloide: Stabilisatoren, Dickungs-und Geliermittel inLebensmitteln, Band 2 der Schriftenreihe Lebensmittelchemie,Lebensmittelqualitat, Behr's Verlag GmbH & Co., Hamburg, 1996. Theencapsulation is a well-known process to a person skilled in the art,and may be performed, for instance, using techniques such asspray-drying, agglomeration or yet extrusion; or consists of a coatingencapsulation, including coacervation and complex coacervationtechnique.

As used herein, the term “perfumery base” refers a compositioncomprising at least one perfuming co-ingredient. A perfumingco-ingredient does not include a compound of Formula (I). As usedherein, the term “perfuming co-ingredient” refers to compound, which isused in a perfuming preparation or a composition to impart a hedoniceffect. In other words such a co-ingredient, to be considered as being aperfuming one, must be recognized by a person skilled in the art asbeing able to impart or modify in a positive or pleasant way the odor ofa composition, and not just as having an odor.

The nature and type of the perfuming co-ingredients present in the basedo not warrant a more detailed description here, which in any case wouldnot be exhaustive, the skilled person being able to select them on thebasis of his general knowledge and according to intended use orapplication and the desired organoleptic effect. In general terms, theseperfuming co-ingredients belong to chemical classes as varied asalcohols, lactones, aldehydes, ketones, esters, ethers, acetates,nitriles, terpenoids, nitrogenous or sulphurous heterocyclic compoundsand essential oils, and said perfuming co-ingredients can be of naturalor synthetic origin. Many of these co-ingredients are in any case listedin reference texts such as the book by S. Arctander, Perfume and FlavorChemicals, 1969, Montclair, N.J., USA, or its more recent versions, orin other works of a similar nature, as well as in the abundant patentliterature in the field of perfumery. It is also understood that saidco-ingredients may also be compounds known to release in a controlledmanner various types of perfuming compounds.

As used herein, the term “perfumery adjuvant” refers to an ingredientcapable of imparting additional added benefit such as a color, aparticular light resistance, chemical stability, etc. A detaileddescription of the nature and type of adjuvant commonly used inperfuming bases cannot be exhaustive, but it has to be mentioned thatsaid ingredients are well known to a person skilled in the art.

In some aspects, the composition further comprises a functional perfumeaccord. As used herein, the term “functional perfume accord” refers to amixture of at least two perfuming ingredients which possess malodorcounteracting properties. For example, the functional perfume accord maycomprise a mixture of at least two perfuming ingredients that have beenshown to counteract fecal malodor, using a sensory panel.

Non-limiting examples of perfuming ingredients that may be included asfunctional perfume accords include ionones, irones, damascones,damascenone, citral, methylcinnamic aldehyde, pelargodienal, orivone, ormixtures thereof.

In some aspects, the composition further comprises a non-functionalperfume accord. As used herein, the term “non-functional perfume accord”refers to a mixture of at least two perfuming ingredients which do notpossess malodor counteracting properties.

In some aspects, the composition further comprises at least one otherMOC compound. As used herein, the term “other MOC compounds” refers to amaterial which is already known for a MOC activity and is commonly usedin the industry for such use. The at least one other MOC compound can beincluded to further boost, or complement, the MOC activity of thecompound of Formula (I).

Non-limiting examples of the at least one other MOC compound includeantimicrobial agents, malodor absorbers, chemical neutralisers e.g.acid-base reagents, thiol traps, odour blockers, cross-adaptation agentse.g. as disclosed in U.S. Pat. No. 5,538,719 incorporated herein byreference, malodor complexation agents e.g. various cyclodextrins.

Examples of antimicrobial agents include, but are not limited to, metalsalts such as zinc citrate, zinc oxide, zinc pyrethiones, and octopirox;organic acids, such as sorbic acid, benzoic acid, and their salts;parabens, such as methyl paraben, propyl paraben, butyl paraben, ethylparaben, isopropyl paraben, isobutyl paraben, benzyl paraben, and theirsalts; alcohols, such as benzyl alcohol, phenyl ethyl alcohol; boricacid; 2,4,4′-trichloro-2-hydroxy-diphenyl ether; phenolic compounds,such as phenol, 2-methyl phenol, 4-ethyl phenol; essential oils such asrosemary, thyme, lavender, eugenol, geranium, tea tree, clove, lemongrass, peppermint, or their active components such as anethole, thymol,eucalyptol, farnesol, menthol, limonene, methyl salicylate, salicylicacid, terpineol, nerolidol, geraniol, and mixtures thereof.

Examples of malodor absorbers include, but are not limited to molecularsieves, such as zeolites, silicas, aluminosilcates, and cyclodextrins;and organic absorbents, such as for example, activated charcoal, driedcitrus pulp, cherry pit extract, corncob, and mixtures thereof.

In some aspects, compositions described herein may comprise one, or morethan one compound of Formula (I). Without intending to be limited to anyparticular theory, a composition comprising more than one compound ofFormula (I) may enable a person skilled in the art to prepare MOCcompositions possessing an activity fine-tuned toward the targetedmalodor or source of malodor.

For the sake of clarity, it is also understood that any mixtureresulting directly from a chemical synthesis, e.g. a reaction mediumwithout an adequate purification, in which a compound of Formula (I)would be involved as a starting, intermediate or end-product could notbe considered as a MOC composition according to the present disclosureas far as the mixture does not provide the compound of Formula (I) in asuitable form. Thus, unpurified reaction mixtures are generally excludedfrom the present disclosure unless otherwise specified.

Furthermore, a compound of Formula (I) may also be used in any consumerproduct for which it may be useful to have a MOC activity at least.Consequently, another object of the present disclosure is represented bya MOC consumer product comprising, as an active ingredient, at least onecomposition, as defined above. It is understood that the MOC consumerproduct, by its nature can also be a perfuming one.

As used herein, the term “MOC, and optionally perfuming, consumerproduct” or similar, refers to a consumer product which is expected todeliver at least a MOC effect, and optionally also a pleasant perfumingeffect, to the surface to which it is applied (e.g. skin, hair, textile,or home surface, but also air). In other words, a consumer productaccording to the present disclosure is a perfumed consumer product whichcomprises the functional formulation, as well as optionally additionalbenefit agents, corresponding to the desired consumer product, e.g. adetergent or an air freshener, and an effective amount of at least oneinvention's compound.

The nature and type of the constituents of the MOC consumer product donot warrant a more detailed description here, which in any case wouldnot be exhaustive, the skilled person being able to select them on thebasis of his general knowledge and according to the nature and thedesired effect of said product.

Non-limiting examples of suitable perfuming consumer product include:

-   -   a perfume, such as a fine perfume, an Eau de Toilette, a cologne        or an after-shave lotion;    -   a fabric care product, such as a liquid detergent, a powder        detergent, detergent tablets, a detergent bar, a detergent        paste, a detergent pouch, a liquid fabric softener, fabric        softener sheets, a fabric scent booster, a laundry        pre-treatment, a fabric refresher, an ironing water, a laundry        bleach, a carpet powder or a carpet cleaner;    -   a hair care product, such as a shampoo, a hair conditioner, a        hair cream, a hair oil, a hair styling product (such as a spray,        mousse or gel), a hair coloration product or a hair permanent        wave product;    -   a skin care product, such as a face cream, a face lotion, a        shaving product (such as a foam, cream, gel or oil), a body        and/or hand product (such as a lotion, cream, gel or oil), a        skin firming product, a depilatory, a talcum powder, a foot care        cream or lotion, baby wipes, cleansing wipes, moisturizer wipes,        a sun-protection product (such as a spray, lotion, cream or        oil), an after-sun lotion, or a self-tanning product;    -   a body deodorant or antiperspirant product, such as a body        deodorant spray, a roll-on deodorant, a deodorant stick, a        deodorant cream, an antiperspirant spray, an antiperspirant        stick, a roll-on antiperspirant liquid, an antiperspirant stick,        or an antiperspirant cream;    -   a skin-cleansing product, such as a soap bar, a shower gel, a        liquid hand soap, a bath foam or an intimate wash product;    -   an air freshening product, such as an air freshener spray, a gel        air freshener, a liquid-wick air freshener, a solid air        freshener comprising a porous substrate (such as a paper or card        blotter, a porous ceramic, or a porous plastic), a liquid or gel        air freshener comprising a permeable membrane, an electrically        operated air freshener, and a dual purpose air        freshener/disinfectant spray; and/or    -   a surface care product, such as an all-purpose cleaner, a        furniture polish, a wood floor cleaner, a window cleaner, a hand        dishwashing product (such as a liquid, gel or paste), a machine        dishwashing product (such as a powder, liquid, gel, tablet or        sachet), a toilet bowl cleaning liquid, an in-cistern toilet        cleaner, a toilet rim block, or a toilet rim liquid; a        pet-litter.

Some of the above-mentioned MOC consumer products may represent anaggressive medium for the compounds of Formula (I), thus it may benecessary to protect the latter from premature decomposition, forexample by encapsulation or by chemically bounding it to anotherchemical which is suitable to release the invention's ingredient upon asuitable external stimulus, such as an enzyme, light, heat or a changeof pH.

In some aspects, the composition as defined in any of the above aspectmay be absorbed on a porous or non-porous substrate in loose powder orcompacted form, the substrate being selected from cellulose(paper/cardboard), vermiculite, other industrial absorbents, perlite,calcium carbonate, pumice, wood, sawdust, ground corn cob, ground ricehull, rice hull ash, biochars, starches, modified starches and mixturesthereof.

Accordingly, in some aspects, the present disclosure provides a perfumedconsumer product comprising an effective amount of a compound of Formula(I). In some aspects, the perfumed consumer product is selected from thegroup consisting of: air care products, home care products and laundrycare products.

In some aspects, the perfumed consumer product comprising an effectiveamount of a compound of Formula (I) comprises a formulation selectedfrom the group consisting of: aerosol and/or water-based air freshenerspray, wick/reed air freshener, liquid electrical (plug-in) airfreshener, a solid support air freshener, gel-based air freshener,membrane-containing air freshener, bleaching, cleaning, washingdetergent powder, liquid all-purpose cleaner, specialty cleaner andliquid detergent.

It should be appreciated by those skilled in the art that the conceptionand the specific embodiments disclosed might be readily utilized as abasis for modifying or formulating other formulations for carrying thesame purposes of the present invention. It should also be realized bythose skilled in the art that such equivalent formulations do not departfrom the spirit and scope of the disclosure as set forth herein.

The proportions in which compounds of Formula (I) can be incorporatedinto the various aforementioned products or compositions vary within awide range of values. These values are dependent on the nature of MOCconsumer product and on the desired organoleptic effect as well as thenature of the co-ingredients in a given composition when the compoundsof Formula (I) are mixed with other ingredients, solvents or additivescommonly used in the art.

In general, for example, in the case of perfuming compositions, typicalconcentrations are in the order of 0.001% to 5% by weight, or even more,of compounds of Formula (I), based on the weight of the composition intowhich they are incorporated. Concentrations lower than these, such as inthe order of 0.01% to 100% by weight, can be used when the compositionsdescribed herein are incorporated into MOC consumer products, thepercentage being relative to the weight of the consumer product.

In particular, the concentration of MOC composition according to theaspects described herein, used in the various aforementioned consumerproducts varies within a various wide range of values depending on thenature of the consumer product. For instance, a MOC compositionaccording some aspects described herein can be used in a perfume productat a concentration of 0.01% to 50% by weight, alternatively at aconcentration of 0.2% to 40% by weight, alternatively at a concentrationof 0.5% to 25% by weight. For instance, a MOC composition according tosome aspects described herein can be used in a fabric care product at aconcentration of 0.01% to 20% by weight, alternatively at aconcentration of 0.05% to 10% by weight, alternatively at aconcentration of 0.1% to 5% by weight. Yet for instance, a MOCcomposition according to some aspects described herein can be used in ahair care product at a concentration of 0.01% to 10% by weight,alternatively at a concentration of 0.05% to 5% by weight, alternativelyat a concentration of 0.1% to 3% by weight. For instance, a MOCcomposition according to some aspects described herein can be used in askin care product at a concentration of 0.01% to 10% by weight,alternatively at a concentration of 0.05% to 5% by weight, mostpreferably at a concentration of 0.1% to 2.5% by weight. For instance, aMOC composition according to some aspects described herein can be usedin a body deodorant or antiperspirant product at a concentration of0.01% to 10% by weight, alternatively at a concentration of 0.05% to 7%by weight, alternatively at a concentration of 0.1% to 5% by weight. Yetfor instance, a MOC composition according to some aspects describedherein can be used in a skin cleansing product at a concentration of0.01% to 5% by weight, alternatively at a concentration of 0.05% to 3%by weight, alternatively at a concentration of 0.1% to 2.5% by weight.For instance, a MOC composition according to some aspects describedherein can be used in an air freshening product at a concentration of0.01% to 100% by weight. For instance, a MOC composition according tosome aspects described herein can be used in a surface care product at aconcentration of 0.001% to 10% by weight, alternatively at aconcentration of 0.01% to 5% by weight, alternatively at a concentrationof 0.1% to 2% by weight. Yet, for instance, a MOC composition accordingto some aspects described herein can be used in a pet-litter product ata concentration of 0.001% to 1% by weight, alternatively at aconcentration of 0.005% to 0.5% by weight, alternatively at aconcentration of 0.01% to 0.3% by weight.

The present invention is best illustrated but is not limited to thefollowing examples.

EXAMPLES Example 1: Identification of Butyric Acid Olfactory ReceptorInhibitors

A cell line expressing the OR51E1 olfactory receptor was used as anantagonist screening platform to identify compounds that have theproperty to decrease the butyric acid induced receptor activity. Thecell line was screened with a volatile compound library for theirinhibitory properties and potential butyric acid smell inhibition.First, individual binary mixtures of butyric acid with each one of thetest compounds were presented to the cells.

Single concentration monitoring of the butyric acid induced cellactivity in the presence or absence of a test compound allowed for theidentification of compounds with a putative suppression or inhibitoryeffect. These hits were further confirmed in an inhibitory dose-responseassay to evaluate the % inhibition and potency (IC₅₀) of inhibitionnormalized to the baseline agonist activity.

A dose-dependent decrease of receptor activity was recorded withincreasing concentrations of test compounds in the presence of a singleactivating concentration of butyric acid (EC₈₇) and correspondingdose-response inhibition curves were obtained. A representativedose-response inhibition curve is presented in FIG. 1. A summary of themaximum % inhibition and potency for the compounds tested is shown inFIG. 2, and the table below.

The assay system was designed to select for highly selectiveantagonists, in that the data were obtained using a high butyric acidconcentrations (EC₈₇). These data demonstrate that the compoundsdescribed herein are butyric acid olfactory receptor antagonists.However, some compounds performed better than others, as suggested bythe relative magnitudes of the inhibition of the butyric acid olfactoryreceptor.

TABLE 1 Antagonists of butyric acid receptor OR51E1 Inhibition IUPACName IC50 (%) 1-(2-methyl-4- 97.01 23tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate 1-(2,4-dimethyl-4- 54.79 34tricyclo[5.2.1.0^(1.5)]decanyl)ethyl acetate1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro- 32.58 273a,6-methanoinden-1-yl)ethan-1-one 1-(2,4-dimethyl-4- 60.53 26tricyclo[5.2.1.0^(1,5)]decanyl)ethanone2,3,4-trimethyltricyclo[5.2.1.0^(1,5)]decane- 269.71 28 4-carbaldehyde(2,3,4-trimethyl-4- 60.80 27 tricyclo[5.2.1.0^(1,5)]decanyl)methylacetate ~{N}-[[(1~{S},7~{R})-2,4-dimethyl-4- 88.55 38tricyclo[5.2.1.0^(1,5)]decanyl]methylidene]hy- droxylamine~{N}-[1-[(1~{R},7~{R})-2,3,4-trimethyl-4- 79.71 81tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hy- droxylamine~{N}-[1[(1~{S},7~{R})-2,3-dimethyl-4- 76.58 19tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hy- droxylamine

Publications cited throughout this document are hereby incorporated byreference in their entirety. Although the various aspects of theinvention have been illustrated above by reference to examples andpreferred embodiments, it will be appreciated that the scope of theinvention is defined not by the foregoing description but by thefollowing claims properly construed under principles of patent law.

The invention claimed is:
 1. A method for reducing, preventing, orinhibiting a perception of malodor in a subject, the method comprising,contacting a subject with at least one compound selected from the groupconsisting of: 1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethylacetate, 1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo[5.2.1.0{circumflexover ( )}{1,5}]decane-4-carbaldehyde,(2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)methyl acetate,1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-oneoxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime,˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl)ethanone,(+−)-1-(2,4-dimethyltricyclo-[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo-[5.2.1.0^(1.)˜]dec-4-yl)ethanone,(E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1.5)]dec-4-yl) ethanoneoxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethanone oxime,(E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanoneoxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate,and mixtures thereof, wherein the subject is contacted with the at leastone compound in an amount sufficient to reduce, prevent, or inhibit thesubject's perception of malodor.
 2. The method of claim 1, wherein theamount sufficient to reduce, prevent, or inhibit the subject'sperception of malodor inhibits at least one olfactory malodor receptorin the subject.
 3. The method of claim 2, wherein the at least oneolfactory malodor receptor is a butyric acid olfactory receptor.
 4. Themethod of claim 1, wherein the malodor is selected from the groupconsisting of: latrine malodor, laundry malodor, and sweat malodor.
 5. Amethod for inhibiting a butyric acid receptor in a subject, the methodcomprising, contacting a butyric acid receptor in a subject with atleast one compound selected from the group consisting of:1-(2-methyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-(2,4-dimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl)ethyl acetate,1-((1R,3S,3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-one,1-(2,4-dimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)ethanone, 2,3,4-trimethyltricyclo-[5.2.1.0{circumflexover ( )}{1,5}]decane-4-carbaldehyde,(2,3,4-trimethyl-4-tricyclo[5.2.1.0{circumflex over( )}{1,5}]decanyl)methyl acetate,1-((3aS,6S)-2,3-dimethyloctahydro-3a,6-methanoinden-1-yl)ethan-1-oneoxime, 1,3-dimethyloctahydro-3a,6-methanoindene-1-carbaldehyde oxime,˜{N}-[1-[(1˜{R},7˜{R})-2,3,4-trimethyl-4-tricyclo[5.2.1.0^(1,5)]decanyl]ethylidene]hydroxylamine,(+−)-1-(2,4-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanone,(+−)-1-(2,4-dimethyltricyclo-[5.2.1.0˜1.5˜]dec-4-yl) ethyl acetate,1-[(1RS,2RS,4SR,7RS)-2,3,4-trimethyltricyclo-[5.2.1.0^(1,)˜]dec-4-yl)ethanone,(E/Z)-1-[(1RS,7RS)-2,3-dimethyltricyclo[5.2.1.0^(1,5)]dec-4-yl) ethanoneoxime, (E/Z)-1-[(1S,7S)-2,3,4-trimethyltricyclo[5.2.1.0˜1.5˜]dec-4-yl)ethanone oxime,(E/Z)-1-((3aS,6S)-1,2,3-trimethyloctahydro-3a,6-methanoinden-1-yl)ethanoneoxime, (+−)-1-(3-methyloctahydro-3a,6-methanoinden-1-yl)ethyl acetate,and mixtures thereof, wherein the subject is contacted with the at leastone compound in an amount sufficient to inhibit the butyric acidreceptor.
 6. The method of claim 5, wherein the inhibition of the atleast one butyric acid olfactory receptor inhibits, reduces, suppresses,or inhibits the perception of a malodor in the subject.
 7. The method ofclaim 6, wherein the malodor comprises butyric acid.